Synthesis of New 5-Oxazolones: Their Ring Opening Reactions to Obtain New Benzamide Derivatives

Title:Synthesis of New 5-Oxazolones: Their Ring Opening Reactions to Obtain New Benzamide Derivatives

Volume: 14 Issue: 2

Author(s): Omer Tahir Gunkara*, Muge Guleli, Senem Akkus Cevikkalp, Kerem Kaya and Nuket Ocal

Affiliation:

• Chemistry Department, Faculty of Science and Arts, Yildiz Technical University, Davutpasa Campus, Istanbul,Turkey

Keywords: Benzamides, biological activity, heterocycles, nucleophilic attack, 5-oxazolone, ring opening reactions.

Abstract: New 5-oxazolones have been synthesized via N-protected amino acids which were prepared from various aryl acyl halides and L-amino acids, with DCC. Then, we studied the ring opening reactions of 5-oxazolones with nucleophilic attack by primary aryl amines to obtain new racemic benzamide derivatives. All new synthesized compounds have been characterized by FTIR, 1H, 13C NMR, GC/MS, LC/MS and Qtof analyses. X-Ray results of N-(1-((4-chlorophenyl)amino)-3-methyl-1-oxopentan-2-yl)-3-(trifluoromethyl)benzamide clearly showed absolute stereostructure.

Cite this article as:

Gunkara Tahir Omer*, Guleli Muge, Cevikkalp Akkus Senem, Kaya Kerem and Ocal Nuket, Synthesis of New 5-Oxazolones: Their Ring Opening Reactions to Obtain New Benzamide Derivatives, Current Organic Synthesis 2017; 14 (2) . https://dx.doi.org/10.2174/1570179413666161031164124